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2,8-Dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-b]pyridazine

  • CAS No. 1825352-86-0

  • Cat. No. CS-0097600
  • Purity≥98%
  • MDL No.MFCD31556434

*For research and further manufacturing use only, not for direct human use.

2,8-Dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-b]pyridazine|CS-0097600

Structure of 1825352-86-0

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General Information

  • CAS No. 1825352-86-0
  • Cat. No. CS-0097600
  • Purity ≥98%
  • MDL No. MFCD31556434
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀BN₃O₂
  • Molecular Weight 273.14
  • Synonym(s) 2,8-Dimethylimidazo[1,2-b]pyridazine-6-boronic Acid Pinacol Ester
  • SMILES CC1(C)C(C)(C)OB(C2=NN3C(C(C)=C2)=NC(C)=C3)O1

Description

This boronate-functionalized imidazopyridazine integrates readily into cross-coupling reactions under standard conditions. The dimethyl substitution enhances solubility and stability, while the tetramethylborolane group enables efficient palladium-catalyzed transformations. Ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

2,8-Dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-b]pyridazine serves as a robust boronate building block for palladium-catalyzed cross-coupling reactions. The imidazo[1,2-b]pyridazine core provides a rigid, electron-deficient heterocyclic scaffold with proven utility in medicinal chemistry. The pinacol boronate group enables stable handling, facile purification, and broad functional group tolerance, facilitating efficient C–C bond formation under standard Suzuki-Miyaura conditions.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   48.65
  • LogP   1.64534
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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